Reaktion #498405

Reaktionsgleichung

4-Chlorobenzylamine

NaOMe

methyl 1-methyl-6-(4-morpholinylmethyl)-1H-4,1,2-benzothiadiazine-3-carboxylate 4,4-dioxide

→

title compound

Ausbeute 83.0%

N-(4-Chlorobenzyl)-1-methyl-6-(4-morpholinylmethyl)-1H-4,1,2-benzothiadiazine-3-carboxamide 4,4-Dioxide

Ausbeute 83.0%

Lösungsmittel

CH3OH

CH3OH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent is evaporated
2. 2
   SonstigeThe crude material is triturated with CH3CN
3. 3
   Sonstigethe organic layer is decanted
4. 4
   SonstigeThe remaining solid is chromatographed with MeOH/CH2Cl2 (1-5%)

Vorschrift

4-Chlorobenzylamine (0.66 mL) and a 0.5 M solution of NaOMe in CH3OH (0.060 mL) is added to a solution of methyl 1-methyl-6-(4-morpholinylmethyl)-1H-4,1,2-benzothiadiazine-3-carboxylate 4,4-dioxide (Preparation 41, 0.16 g) in CH3OH (15 mL) at room temperature. The mixture is heated for 12 hours at 70° C. and then the solvent is evaporated. The crude material is triturated with CH3CN and the organic layer is decanted. The remaining solid is chromatographed with MeOH/CH2Cl2 (1-5%) to obtain 0.174 g (83%) of the title compound as a white solid. Physical characteristics: MS (ESI+) m/z 463 (M+H).

Quelle